Not many LPers die on the first part of a sometimes incredibly easy part of a video game. That's where Crazy Commentaries comes in. In their first Mario 64 video, one of the members dies by losing health to Bob-ombs, rolling balls, and not getting any health. The thing that really cements this into Epic Fail territory was how he died. He jumped directly into a rolling ball, not even trying to get away from it.
Parodied in The Nostalgia Critic's crossover review of Child's Play with Phelous. Phelous tosses a sock at Critic, it hits Critic's forehead, Critic "falls" out of his chair and twirls around his house on his feet as he somehow takes up a random gun, loads it, and shoots himself in the head.
Amusingly, a lot of the contributors fail at understanding the concept of a fail, instead posting situations that are merely ironic or even triumphant. They've rectified that by designating some things Win or even Epic Win.
Sean Fausz, a member of That Guy with the Glasses, has a whole online series of videos dedicated to various Epic Fails. You can watch them here, but be aware that a good number of them are just old memes.
Since Table Top features players that are new to the games, quite a bit of fail is built in (but it's handled all in good fun). The Epic Fail comes in as the host and longtime gamer, Wil Wheaton, almost never wins. His most notable win came as a result of someone else's Epic Fail. During a game of Fluxx, one player did some mumbling and card reading to himself, lots of hand examination, and such for what he thought was going to be the game-winning play. He makes the play and discovers that, by misreading two different cards, he caused Wil to actually win as a result.
Also documenting Epic Fails: there is a website made of videos of trucks disregarding blatantly visible warning signs for a very low 11'8" railroad bridge over a road. With very predictible results.
Red vs. Blue invokes this in the case of Church's time travel excursion. In his attempts to better the timeline, he ends up causing everything to go wrong. As he tries desperately, and fails miserably, to shoot Donut he sums it up fairly well:
Church: Oh my God, I suck!
Caboose trying to cover Church with a sticky grenade in Reconstruction. Washington lampshades it by declaring it the "worst throw ever. Of all time."
Caboose setting fire to anything and everything in Relocated.
Caboose: hhh! Now I am burning! That is much worse than other things burning! [A fire starts for absolutely no reason] Caboose: Oh, come on! How did that even start?"
Even among Darwin Award winners, some manage to stand out in the crowd, dying in ways that don't even sound physically possible, never mind how idiotic they are (e.g. the man who was shot to death by a snake).
Todd in the Shadows: When Todd reviewed Train's Hey, Soul Sister and found a quotation saying they were trying to make something like INXS...well he throws up comparative clips of the two groups (hint: nothing alike) and then analogises thus:
That's like if you try to make scrambled eggs...and instead you caught syphilis.
He also theorizes that Usher's rhyming was so bad his wife divorced him over itnote in reality, it was actually the other way around and Usher was the one who filed for divorce.
It's not called out by name, but Akon calling a girl "Sexy Bitch" after "trying to find the words to describe this girl without being disrespectful" definitely counts.
In the MSF High Forum roleplay, there was once a round of combat where eight people, of the same level, were fighting each other...and no one hit ANYONE.
There was also a round of combat that took three to four days to roll, where nobody hit anybody, with eight combatants? This qualifies.
Matt from Two Best Friends Play has two. The first one, from when they play Donkey Kong Country Returns, happens at the end of a Minecart Madness level that they had lost all their lives on, when Matt jumps off a cliff right at the end of the level, in full view of the exit, because he thought there might be a token under the cliff. The second one is during Dead Rising 2 when Matt fails to complete any objectives, which Pat rubs in his face.
Atop the Fourth Wall: When Linkara is trying to break open a champagne bottle to christen his new spaceship.
Linkara: Break, damn you!
YouTube personality Tobuscus does a weekly video clip series called "Cute Win Fail" in which users vote on the most epic clip of three, one of which is from each of the aforementioned categories. Needless to say, the "Fail" clips are a celebration of this trope, and if they are chosen are glorified with the honor of "Epic Fail".
At the climax of season two in Penny Arcade's D&D Podcast, Binwin and Jim are down and the party is barely alive. Omin, as a final resort, try to use an encounter power. And proceeds to roll an one. With some divine intervention from Aeofel he gains a re-roll and try to attack again. And the rolls another one.
He also had some harsh words concerning the enemy AI's inability to hit a completely motionless ship in PC game Privateer 2: The Darkening. The entire tirade, however, can be summed up in the very last sentence of said speech.
Congratulations guys, your enemy AI is less effective than the fucking UFO in Asteroids.
In this video, Spoony describes a Spycraft game he ran where the players were trying to get onto a bullet train from a helicopter. By the end, one member of the team was dead and they utterly failed their mission because they kept rolling 1s, Spoony kept giving them the chance to recover, and they'd roll 1s for that too.
Kickassia was pretty much this from beginning to end, for the Channel Awesome crew. They don't even think to use weapons to take the micronation, until they have the second invasion. Once they take command, they proceed to run the place so incompetently that it's a wonder it lasts as long as it does. As it is, the vice president repeatedly tries (and fails) to assassinate the president, the Critic tries to keep his power (and fails) by buying a massive amount of explosives, several other characters try (and fail) to steal control of Kickassia - including Dr. Insano - Santa Christ gets killed in the struggle though he gets better, and it ends with them all returning the place to former president Baugh and going home, banished forever from Nevada. One gets the feeling that Baugh only let them take control of Molassia in the first place because he knew they were all too stupid and selfish to actually keep it.
The title character of Homestar Runner is apparently prone to these, if Strong Bad is any indication. One Strong Bad Email segment ("4 branches") discusses various examples of Homestar's stupidity, including getting himself stuck inside a water cooler... somehow.
Darksydephil has one moment during is playthrough of Grand Theft Auto III. As seen at 6:25 here, while attempting to take a shortcut during the mission "Salvatore Called a Meeting" he accidentally goes off a cliff. The limo skids several feet upside down across a beach... and then winds up diving right into the ocean, drowning Claude and everyone inside.
"Today, I had a giant Scantron test. After putting 10 answers, I noticed every single answer was A. I got freaked out and started putting random answers. Turns out every answer on the test was A. I failed. FML"
"Today, I was told I would not be getting the job I was offered because I failed my drug test. They never gave me a drug test. FML"
An Angry German Kid gag dub has the kid go on the internet to get a girlfriend. After uploading his profile, he learns, much to his fury, that the amount of viewers he has is -2.
Twitch Plays Pokemon, an internet experiment that started on February 14, 2014. Over 70,000 players simultaneously enter commands to attempt to control Red. Somehow, they manage to defeat gyms while taking entire days to complete simple puzzles due to the wrath of the random number god and sometimes deliberate sabotage. Everyone else just watches the results of the fascinating livestream. Now has its own page of fails.
The "YOU HAD ONE JOB"meme. The implication is that the subject of the complaint had a very simple task to do and they messed it up in a manner that is so unbelievably stupid.